Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 4-bedroom, 4-bathroom single family at 557 Kupulau Dr in Kihei, HI is listed for $5,000,000 ($1,451 per sqft). the home offers 3,447 sqft of living space on a 0.57 acres lot.

Agent Description

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room.

By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated

for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home.

The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views.

Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

Key Features

  • 0.57 acre lot
  • 4 parking spaces

Property Details

4 full
4 spaces

Amenities

View

Monthly Cost Estimate

$26,741/mo

20% down · 6.5% · 30 years

Principal$3,616
Interest$21,667
Insurance$1,458

Estimates only. Actual payments may vary.

Location

557 Kupulau Dr

Kihei, HI 96753

Property Details

Views

Ocean

Questions & Answers

This 4-bedroom, 4-bathroom single family at 557 Kupulau Dr is listed at $5,000,000 ($1,451/sqft). The estimated monthly payment is $21,667 based on 20% down at 6.5% interest.

Key features include: 0.57 acre lot, 4 parking spaces.

This property is listed by Todd Hudson and can be reached at 8083443584 or Todd@the808team.com.

TH

Todd Hudson

Agent at Keller Williams Realty Maui-Ki

(808) 344-3584

Listed by Keller Williams Realty Maui-Ki · View on Broker Site

MLS# 409679· Source: listhub· Updated 10 days ago

Copyright © 2026 Realtors ® Association of Maui, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

557 Kupulau Dr, Kihei, HI 96753

Open this listing in: